Category: 139009-66-8

139009-66-8, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 139009-66-8, name is (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid. A new synthetic method of this compound is introduced below.

Isobutyl chloroformate (2.51 g; 2.40 mL; 18.36 mmol) and triethylamine (2.25 g; 3.10 mL; 22.24 mmol) were added to a cold (0 C) solution of aminoacetal 2c from the previous step (?3.35 g; 14.27 mmol) in dichloromethane (11 mL) under an argon atmosphere. The reaction mixture was vigorously stirred for 30 min at 0 C, then ethanethiol (2.01 g; 2.40 mL; 32.41 mmol) and triethylamine (2.25 g; 3.10 mL; 22.24 mmol) were added. The resulting solution was stirred for 30 min at 0 C and 45 min at rt. The reaction mixture was diluted with dichloromethane (25 mL), washed with water (40 mL) and brine (30 mL), dried over anhydrous MgSO4, concentrated under reduced pressure and purified by distillation under reduced pressure (bp 110 C/0.3 mmHg) to give 2.19 g (53% over three steps) of thioester 5, as white crystals.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 139009-66-8 if you are interested.

Reference£º
Article; Trajkovic, Milos; Ferjancic, Zorana; Saicic, Radomir N.; Tetrahedron Asymmetry; vol. 23; 8; (2012); p. 602 – 604;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

Step 3: Preparation of (S)-tert-butyl-4- (3 -(4-chlorobenzoyl)-4,5-dimethylthiophen-2- ylcarbamoyl)-2 ,2-dimethyloxazolidine-3 -carboxylate (Intermediate 44) To a solution of (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid (Intermediate 4, 0.886 g, 3.61 mmol) in DCM (9 mL) was added Nmethylmorpholine (NMM) (0.397 mL, 3.61 mmol) followed by isobutyl chioroformate (0.474 mL, 3.61 mmol) at 0 C. The mixture was stirred for 30 mm at room temperature. After addition of (2-amino-4,5-dimethylthiophen-3 -yl)(4- chlorophenyl)methanone (Intermediate 43, 0.800 g, 3.01 mmol) to the mixture, thereaction mixture was stirred for 2 days at room temperature. The reaction mixture was diluted with DCM, washed with 2 N aq. HC1, saturated aq. NaHCO3 and water, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hex:EtOAc = 5:1 to 3:1 to 1:1) to obtain the title compound (1.80 g, 88%) as a viscous yellow oiL ?H-NMR (400 MHz, CDC13): (two sets from rotamers) 11.4 (brs, ill), 7.53 (d, J= 8.0 Hz, 2H), 7.41 (d, J= 8.4 Hz, 2H), 4.65-4.13 (m, 3H), 2.26 (s, 3H), 1.84 and 1.79 (s and s, 3H), 1.68 (s, 3H), 1.57 and 1.56 (s and s, 4H), 1.47 (s, 3H), 1.29- 1.24 (rn, 5H)., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; KAINOS MEDICINE, INC.; OH, Su-Sung; CHOI, Minjeong; WO2015/156601; (2015); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

139009-66-8, General procedure: Diazomethane was prepared by adding dropwise a solution of Diazald in Et2O to a stirring solution of KOH in EtOH and H2O at 65 C. The solution of diazomethane in Et2O (125 mL) was obtained by distillation of the mixture and used immediately. Boc-Tyr(tBu)-OH (10.0 g, 29.7 mmol) was dissolved in anh DCM (25 ml). NMM (8.17 ml, 74.3 mmol) was added and the solution was stirred for 10 min under an Ar atmosphere. The reaction was cooled down to -25 C and a solution of isobutylchloroformate (4.66 mL, 35.6 mmol) in anh DCM (10 mL) was added slowly in 10 min. The reaction was stirred at -25 C for 10 min. The salts formed were filtered and the resulting solution was again stirred at -25 C. The diazomethane (59.4 mmol) solution was added. The reaction was allowed to warm to rt and stirred for 16 h. The mixture was quenched using sat. NH4Cl (10 mL), H2O (10 mL) and 1N HCl (8 mL). The two phases were separated and the aqueous phase was extracted with EtOAc (3 x 25 mL). The combined organic phases were dried (MgSO4) and concentrated under vacuum. The crude compound was purified by flash chromatography on silica gel eluting with EtOAc and hexane (1:4) to yield the title compound as a yellow solid which was used immediately in the next reaction. The alpha-diazoketone obtained (10.4 g, 28.9 mmol) was dissolved in MeOH (150 mL). A solution of silver benzoate (659 mg, 2.89 mmol) in triethylamine (10 mL) was added dropwise at 0 C. The reaction darkened in color and was stirred for 16 h at rt. The resulting mixture was filtered through Celite and was concentrated to 50 mL of solvent under vacuum. The remaining solution was diluted in EtOAc (300 mL) and washed with 1N HCl (3 x 100 mL). The organic phase was dried (MgSO4) and concentrated under vacuum. The mixture was purified by flash chromatography on silica gel eluting with EtOAc and hexane (from 3:17). The title ester was obtained as a white solid (10.8 g, 97 %).

The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Proteau-Gagne, Arnaud; Nadon, Jean-Franois; Bernard, Sylvain; Guerin, Brigitte; Gendron, Louis; Dory, Yves L.; Tetrahedron Letters; vol. 52; 49; (2011); p. 6603 – 6605;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Bromobenzene-1,2-diamine (500 mg, 2.67 mmol), (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid ( 656 mg, 2067 mmol) and TEA (1.08 g, 10.7 mmol, 1.49 mL) were dissolved in 8 mL of dioxane. To the homogeneous, dark colored solution was added T3P (3.40 g, 5.35 mmol) and the reaction was stirred at rt overnight. The reaction mixture was concentrated to dryness. The residue was partitioned between 5ml of water and 5 mL of DCM and passed through a phase separation column. The combined organics were again washed with 5 ml of H2O and concentrated to dryness. The residue was suspended in 3 mL of acetic acid and heated at 80C for 2.5 h. The reaction was concentrated under reduced pressure and the residue was partitioned between 8ml of aq. NaHCO3 and CH2Cl2 through a phase separation column. The combined organics were concentrated to yield a dark oil. This was purified using a 40g silica gel column (0 to 50% ethyl acetate in heptane) to provide 687mg (65%) product as a semisolid. MS (AP+) m/z 398 [M+H]+

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Article; Brown, Alan D.; Bagal, Sharan K.; Blackwell, Paul; Blakemore, David C.; Brown, Bruce; Bungay, Peter J.; Corless, Martin; Crawforth, James; Fengas, David; Fenwick, David R.; Gray, Victoria; Kemp, Mark; Klute, Wolfgang; Malet Sanz, Laia; Miller, Duncan; Murata, Yoshihisa; Payne, C. Elizabeth; Skerratt, Sarah; Stevens, Edward B.; Warmus, Joseph S.; Bioorganic and Medicinal Chemistry; vol. 27; 1; (2019); p. 230 – 239;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

Preparation of 4-tert-Butoxycarbonyloxycarbonyl-2,2-dimethyl-oxazolidine-3-carboxylic acid methyl ester [Compound 19a]; For use in Example 5, the compound of Formula 19a was prepared in accordance with the following reaction scheme. Into a round bottom 3-neck flask fitted with a thermometer and a nitrogen inlet was placed 1.84 g (7.54 mM) of compound E3 and 55 ml of dry THF under nitrogen purge. The reaction mixture was cooled and maintained at a temperature of between 0 C. and +5 C. The cold reaction mixture was charged with 2.95 g of potassium carbonate and agitated from 5 minutes. At the end of the agitation period, 0.93 g (7.7 mM) of compound E2 was added while maintaining the reaction temperature. The reaction mixture was agitated for 1 hour at 0 C. The reaction mixture was mixed with 3.0 g of Celite and the resulting suspension was filtered. The filter cake was washed with two 20 mL aliquots of dry THF. The wash and filtrate were combined and concentrated by distilling off the organics under vacuum to a volume of 3.6 mL. Dry THF was added to the residue and the concentration/redilution cycle was continued until the water content of the batch was determined by Karl Fischer titration to be less than about 0.07 wt %. GC of the dry extract indicates that the reaction yielded 2.87 g, about 87%.

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Reference£º
Patent; Cutarelli, Timothy D.; Fu, Xiaoyong; McAllister, Timothy L.; Reeder, Michael R.; Yin, Jianguo; Yong, Kelvin H.; Zhang, Shuyi; US2008/45718; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Before being used, the reactor was freed with DCM, dried under vacuum and purged by flushing with nitrogen for 15 to 30 min, the Erlenmeyer flask is rinsed with amylene-stabilized DCM and then dried under nitrogen. The reactor was charged with 95 ml of DCM and 34.0 g of boc-L-serine acetonide, cooled to 4-10 C. and 14.3 g of N-methylmorpholine were added using a dropping funnel while maintaining the temperature at 4-10 C. The dropping funnel was rinsed with 2.5 ml of DCM. 17.1 g of pivaloyl chloride were added using a dropping funnel while maintaining the temperature at 4-10 C. and the dropping funnel was rinsed with 2.5 ml of DCM. The mixture is kept stirred at 4-10 C. for 2 h.A solution of aminobal (20.0 g) in DCM (95 ml) was prepared with stirring and this solution was added to the reactor while maintaining the temperature at 4-10 C. The mixture was subsequently heated to 20 C. over 1 h and was kept stirred at 20 C. for a minimum of 16 h. 100 ml of demineralized water was added to the reactor at 20-25 C. and the mixture was left stirring for 20 min and separated by settling. The lower organic phase comprising the product and the upper phase (predominantly aqueous) were withdrawn. The organic phase comprising the product was again charged to the reactor. 140 ml of a 1.0 N aqueous sodium hydroxide solution were added. The mixture was kept stirred at 20-25 C. for approximately 20 min and then allowed to separate by settling. The lower organic phase comprising the product was withdrawn. The organic phase comprising the product was again charged to the reactor. 100 ml of demineralized water were added. The mixture was kept stirred at 20-25 C. for approximately 20 min and then allowed to separate by settling. The lower organic phase comprising the product was withdrawn. The organic phase comprising the product was again charged to the reactor. 100 ml of isopropanol was added.Distillation was carried out (35+/-5 C. in the jacket) under a residual pressure of approximately 30 mbar until a residual volume of 100 ml was present in the reactor. The temperature was adjusted to 20 C. and the mixture was left stirring at 20 C. for 3 h. The reactor was rinsed and the cake was washed twice with a total volume of 40 ml of isopropanol. The product was dried at 40 C. under a vacuum of 30 mbar. Yield of isolated product: 60%., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; C/O SANOFI; US2012/302759; (2012); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.139009-66-8,(S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid,as a common compound, the synthetic route is as follows.

General procedure: Following the general procedure, the reactionwas carried out starting from carboxylic acid 5 (735 mg, 3 mmol), EDC (630 mg, 3.1 mmol), HOBT (504 mg, 1.1mmol), 1-pentadecyne (1.872 g, 9 mmol) and n-butyllithium(576 mg, 9 mmol), to give 783 mg of ynone 7as an oil (60% yield). TLC (Hexane-AcOEt 85:15) RF 0.50. [a]D-51.9(c 2.0 in CHCl3). 1H NMR(300 MHz, CDCl3): d 4.34(dd, 1H, J = 7.4,3.8 Hz) 4.14 (dd, 1H, J =9.4, 7.4 Hz), 4.05 (dd, 1H, J =9.4, 3.8 Hz), 2.37 (t, 2H, J = 6.9), 1.69 (s, 3H), 1.53 (s, 3H), 1.49 (m, 4H), 1.45 (s, 9H),1.24 (m, 18H), 0.87 (t, 3H, J = 7.2Hz). 13CNMR (75 MHz, CDCl3): delta 186.2, 127.9, 98.1, 95.3,80.6, 66.5, 65.7, 65.3, 51.6, 31.8, 29.5, 29.4, 29.3, 28.9, 28.8, 28.3, 28.1,27.5, 26.1, 25.1, 25, 24.2, 22.6, 19, 14. Anal.Calcd. For C26H45NO4: C, 71.68; H, 10.41; N,3.22. Found: C, 71.66; H, 10.40; N, 3.21

139009-66-8, As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Article; Morales-Serna, Jose Antonio; Sauza, Alejandro; Padron De Jesus, Gabriela; Gavino, Ruben; Garcia De La Mora, Gustavo; Cardenas, Jorge; Tetrahedron Letters; vol. 54; 52; (2013); p. 7111 – 7114;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-l,3-oxazolidine-4- carboxylic acid (0.56 g, 2.3 mmol) in dry JV,iV-dimethylacetamide (10 mL) was added HATU (0.11 g, 2.87 mmol) and DIEA (0.742 g, 5.75 mmol). After the reaction solution was stirred at rt for 1 h, 6-(4-aminophenyl)-Lambda^-(4-{[2-(trifluoromethyl)pyridin-4- yl]oxy}phenyl)pyrimidine-2,4-diamine (0.84 g, 1.92 mmol) was added. The solution was stirred for an additional 24 h at rt and separated by preparative HPLC to afford a solid intermediate, which was treated with methanol (10 mL) and concentrated HCl (0.5 mL) for 12 h at rt. The resulting mixture was diluted with DMSO and purified by HPLC to give a solid. The solid was stirred with saturated sodium bicarbonate and EtOAc for 2 h. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated to afford 0.433 g (43%) of pure product. 1H NMR (DMSO-J6) delta 9.34 (s, IH), 8.59 (d, IH), 7.88 (m, 4H), 7.76 (d, 2H), 7.37 (s, IH), 7.16 (m, 3H), 6.45 (s, IH), 6.36 (s, 2H), 4.88 (t, IH), 3.56 (m, 2H), 3.39 (m, IH); MS ES 526 (M+H)+ calcd 526.

139009-66-8, The synthetic route of 139009-66-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-2-Amino-A/-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26To a solution of (S)-3-(fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 (136 mg, 554 muetaetaomicronIota) in dry CH2CI2 (10 mL) under N2 in a 50 mL round- bottomed flask equipped with a magnetic stirrer was added a solution of 7-ethoxy-4- (3,4,5-trimethoxybenzyl)isoquinolin-8-amine CCH 34058 (143 mg, 388 muiotatauiotaomicronIota) in dry CH2CI2 (10 mL) and the mixture was cooled to 0C before portionwise addition of EDCI (149 mg, 777 muiotatauiotaomicronIota). The reaction mixture was then allowed to warm up to RT and stirring was continued overnight before dilution with CH2CI2 to a volume of 50 mL. Water (10 mL) was then added and stirring was continued at RT for 3 h, after which the organic phase was isolated, washed with 0.1 N aqueous NaOH (2×10 mL), H2O (10 mL), dried (Na2SO4) and concentrated at 40C under vacuum to give 230 mg of CCH 34168-2 as a brown oil. The oil was immediately dissolved in TFA (5 mL) in a 25 mL round-bottomed flask equipped with a magnetic stirrer and the mixture was stirred overnight at RT. After evaporation of TFA at 40C under vacuum, the residue was purified by reversed phase column chromatography, elution from H2O to H2O:CH3CN = 7:3, lyophilised, taken up in a 0.19 N HCI solution in MeOH (10 mL) and concentrated to dryness to give (S)-2-amino-A/-(7-ethoxy-4-(3,4,5- trimethoxybenzyl)isoquinolin-8-yl)-3-hydroxypropanamide dihydrochloride 26 as a pale brown solid (81 mg, 28 % yield). 26MW: 528.43; Yield: 28%; Pale brown solid; Mp (C): 206.3 (dec.)1H-NMR (CDsOD, delta): 1 .52 (t, 3H, J = 6.9 Hz, CH2CH3), 3.75 (s, 3H, OCH3), 3.79 (s, 6H, 2xOCH3), 4.23 (d, 2H, J = 4.6 Hz, CHCH2O), 4.41 (q, 2H, J = 6.9 Hz, CH2CH3), 4.47 (t, 1 H, J = 4.6 Hz, CHCH2O), 4.60 (s, 2H, CH2), 6.64 (s, 2H, 2xArH), 8.21 (d, 1 H, J = 9.4 Hz), 8.28 (s, 1 H, ArH), 8.51 (d, 1 H, J = 9.4 Hz), 9.52 (s, 1 H, ArH).13C-NMR (CDsOD, delta): 15.1 , 37.0, 56.7, 61 .1 , 62.0, 67.0, 107.6 (2xC), 122.2, 126.2, 127.0, 127.2, 129.5, 133.8, 135.0, 138.2, 139.1 , 143.3, 155.0 (2xC), 156.0, 169.1 . MS-ESI m/z (rel. int.): 456 ([MH]+, 100), 369 (40).HPLC: Method A, detection UV 254 nm, RT = 3.31 min, peak area 99.2%., 139009-66-8

As the paragraph descriping shows that 139009-66-8 is playing an increasingly important role.

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

139009-66-8, (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 7-amino-6-methoxy-2-(l-methyl-lH-pyrazol-4-yl)-3-(3,4,5- trimethoxybenzoyl)benzo[Z>]furan (entry 21, Table 1) (0.08 Ig, 0.185 mmol), 2,2-dimethyl- 3-(l,l-dimethylethyl-4S-3,4-ozazolidinedicarboxylic acid (0.067g, 0.27 mmol) and N,N- diisopropylethylamine (0.08 ml, 0.46 mmol) in anhydrous CH2Cl2 (1 ml) PyBroP (0.128g, 0.46 mmol) was added at room temperature under N2. The resulting mixture was stirred for Ih at room temperature, than diluted to 15 ml with ethyl acetate and washed with 10% aqueous citric acid (1 ml), water, brine and dried over anhydrous MgSO4 and filtered off. The filtrate was evaporated to dryness under reduced pressure and the residue was purified by flash column chromatography (silica-gel, CH2Cl2/ ethyl acetate 9:1) giving the title compound (0.106g, 87%) as a creamy solid. 1H NMR (300 MHz, CDCl3) 8.09 (s, IH), 7.93 (s, IH), 7.13 (s, 2H), 7.03 (d, J = 8.75 Hz, IH), 6.8 (d, J = 8.75 Hz, IH), 4.1 -4.7 (broad m, 2H), 3.91 (s, 3H), 3.89 (s, 3H), 3.87 (s, 3H), 3.82 (s, 3H), 3.77 (s, 6H), 3.33 (m, IH), 1.23 – 1.7 (m, 14H)., 139009-66-8

139009-66-8 (S)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid 6932187, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; ILIAD CHEMICALS PTY LTD; WO2006/84338; (2006); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem